What airlines fly to Illinois?

American Airlines, United Airlines and JetBlue are the top three most popular airlines that fly to Illinois from Jamaica according to our data. American Airlines is the first choice among our users, with 66% of people opting to fly with this airline when traveling to Illinois. Keep in mind that there are 3 different airlines that fly to Illinois on a routine basis, so you have a few additional options to choose from.

How long is the flight from Jamaica to Illinois?

The flight from Jamaica to Illinois depends on which airports you’re departing and arriving from and whether or not you have a layover. If you fly from Montego Bay (a popular airport in Jamaica) to Chicago O'Hare Intl Airport (the most popular airport in Illinois), then the flight time is 4h 26m on average. If you fly from Kingston (another popular airport in Jamaica) to Chicago O'Hare Intl Airport, then the average flight time is 10h 08m.

What is the cheapest airline that flies from Jamaica to Illinois?

American Airlines, JetBlue, and Delta are the most popular carriers operating from Jamaica to Illinois

When did momondo last update prices for flights from Jamaica to Illinois?

Prices for flights from Jamaica to Illinois were last updated today.

How many operators does momondo search for flights from Jamaica to Illinois?

There are 3 operators available for flights from Jamaica to Illinois as of September 2026.

How old do you have to be to fly from Jamaica to Illinois?

The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Jamaica to Illinois.

What documentation or ID do you need to fly to Illinois?

The travel and health documents you'll need for your trip to Illinois may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Illinois. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

$199 Cheap Flights from Jamaica to Illinois in 2026/27

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Jamaica to Illinois

Round-trip

One-way

Last minute

Direct

Recent round-trip flight deals from Jamaica to Illinois

Enter your travel dates to find the best prices.

2:54 pm - 6:20 pmMBJ Montego Bay Sangster Intl-ORD Chicago O'Hare Intl

4h 26mnonstop

8:40 am - 1:48 pmORD Chicago O'Hare Intl-MBJ Montego Bay Sangster Intl

4h 08mnonstop

$311United Airlines

Tue, Nov 3 - Sun, Nov 8

2:54 pm - 6:20 pmMBJ Montego Bay Sangster Intl-ORD Chicago O'Hare Intl

4h 26mnonstop

8:40 am - 1:48 pmORD Chicago O'Hare Intl-MBJ Montego Bay Sangster Intl

4h 08mnonstop

$311United Airlines

Wed, Nov 4 - Mon, Nov 9

2:54 pm - 6:20 pmMBJ Montego Bay Sangster Intl-ORD Chicago O'Hare Intl

4h 26mnonstop

8:40 am - 1:48 pmORD Chicago O'Hare Intl-MBJ Montego Bay Sangster Intl

4h 08mnonstop

$311United Airlines

Wed, Nov 4 - Tue, Nov 10

1:07 pm - 11:57 pmMBJ Montego Bay Sangster Intl-ORD Chicago O'Hare Intl

11h 50m1 stop Fort Lauderdale

7:00 am - 2:57 pmORD Chicago O'Hare Intl-MBJ Montego Bay Sangster Intl

6h 57m1 stop Fort Lauderdale

$322JetBlue

Tue, Nov 3 - Sun, Nov 8

1:07 pm - 11:57 pmMBJ Montego Bay Sangster Intl-ORD Chicago O'Hare Intl

11h 50m1 stop Fort Lauderdale

7:00 am - 2:57 pmORD Chicago O'Hare Intl-MBJ Montego Bay Sangster Intl

6h 57m1 stop Fort Lauderdale

$322JetBlue

Thu, Nov 5 - Sun, Nov 8

1:07 pm - 11:57 pmMBJ Montego Bay Sangster Intl-ORD Chicago O'Hare Intl

11h 50m1 stop Fort Lauderdale

7:00 am - 2:57 pmORD Chicago O'Hare Intl-MBJ Montego Bay Sangster Intl

6h 57m1 stop Fort Lauderdale

$322JetBlue

Thu, Nov 5 - Mon, Nov 9

3:56 pm - 7:46 pmMBJ Montego Bay Sangster Intl-ORD Chicago O'Hare Intl

4h 50mnonstop

7:20 pm - 1:12 pmORD Chicago O'Hare Intl-MBJ Montego Bay Sangster Intl

16h 52m1 stop Philadelphia

$327American Airlines

Tue, Nov 3 - Wed, Nov 11

6:09 pm - 12:47 amMBJ Montego Bay Sangster Intl-ORD Chicago O'Hare Intl

7h 38m1 stop Miami

7:20 pm - 12:45 pmORD Chicago O'Hare Intl-MBJ Montego Bay Sangster Intl

16h 25m1 stop Philadelphia

$332American Airlines

Mon, Nov 23 - Sun, Nov 29

4:23 pm - 11:47 pmMBJ Montego Bay Sangster Intl-MDW Chicago Midway

8h 24m1 stop Atlanta Hartsfield-Jackson

6:16 am - 3:08 pmMDW Chicago Midway-MBJ Montego Bay Sangster Intl

7h 52m1 stop Atlanta Hartsfield-Jackson

$360Frontier

Mon, Nov 2 - Mon, Nov 9

3:48 pm - 11:43 pmMBJ Montego Bay Sangster Intl-MDW Chicago Midway

7h 55m1 stop Atlanta Hartsfield-Jackson

6:24 am - 2:33 pmMDW Chicago Midway-MBJ Montego Bay Sangster Intl

8h 09m1 stop Atlanta Hartsfield-Jackson

$371Frontier

Sat, Oct 10 - Sun, Oct 18

Recent last minute flight deals from Jamaica to Illinois

Enter your travel dates to find the best prices.

3:42 pm - 9:20 amMBJ Montego Bay Sangster Intl-ORD Chicago O'Hare Intl

17h 38m1 stop Atlanta Hartsfield-Jackson

7:21 pm - 2:27 pmORD Chicago O'Hare Intl-MBJ Montego Bay Sangster Intl

19h 06m1 stop Atlanta Hartsfield-Jackson

$412Frontier

Thu, Sep 24 - Sat, Sep 26

3:05 pm - 9:00 amKIN Kingston Norman Manley-ORD Chicago O'Hare Intl

17h 55m1 stop Toronto Pearson Intl

8:40 pm - 1:55 pmORD Chicago O'Hare Intl-KIN Kingston Norman Manley

17h 15m1 stop Toronto Pearson Intl

$421Air Canada

Wed, Sep 23 - Sun, Sep 27

11:35 am - 1:28 pmKIN Kingston Norman Manley-ORD Chicago O'Hare Intl

25h 53m1 stop Toronto Pearson Intl

3:40 pm - 1:55 pmORD Chicago O'Hare Intl-KIN Kingston Norman Manley

46h 15m2 stops Montreal Pierre Elliott Trudeau Intl Toronto Pearson Intl

$423Air Canada

Thu, Sep 24 - Sat, Sep 26

3:05 pm - 10:15 amKIN Kingston Norman Manley-ORD Chicago O'Hare Intl

19h 10m2 stops Toronto Pearson Intl Montreal Pierre Elliott Trudeau Intl

8:40 pm - 1:55 pmORD Chicago O'Hare Intl-KIN Kingston Norman Manley

17h 15m1 stop Toronto Pearson Intl

$424Air Canada

Wed, Sep 23 - Sun, Sep 27

11:35 am - 10:15 amKIN Kingston Norman Manley-ORD Chicago O'Hare Intl

22h 40m2 stops Toronto Pearson Intl Montreal Pierre Elliott Trudeau Intl

3:40 pm - 1:55 pmORD Chicago O'Hare Intl-KIN Kingston Norman Manley

46h 15m2 stops Montreal Pierre Elliott Trudeau Intl Toronto Pearson Intl

$426Air Canada

Thu, Sep 24 - Sat, Sep 26

2:09 pm - 11:59 pmMBJ Montego Bay Sangster Intl-ORD Chicago O'Hare Intl

9h 50m1 stop Charlotte Douglas

5:00 am - 4:16 pmORD Chicago O'Hare Intl-MBJ Montego Bay Sangster Intl

11h 16m1 stop Dallas/Fort Worth

$446American Airlines

Fri, Sep 25 - Mon, Sep 28

5:16 pm - 7:58 amMBJ Montego Bay Sangster Intl-ORD Chicago O'Hare Intl

14h 42m2 stops Miami Washington, D.C. Reagan-National

5:20 am - 12:53 pmORD Chicago O'Hare Intl-MBJ Montego Bay Sangster Intl

7h 33m2 stops Charlotte Douglas Miami

$451American Airlines

Thu, Sep 24 - Mon, Sep 28

1:54 pm - 11:36 pmMBJ Montego Bay Sangster Intl-ORD Chicago O'Hare Intl

9h 42m2 stops Miami Washington, D.C. Reagan-National

5:00 am - 4:16 pmORD Chicago O'Hare Intl-MBJ Montego Bay Sangster Intl

11h 16m1 stop Dallas/Fort Worth

$451American Airlines

Fri, Sep 25 - Mon, Sep 28

1:54 pm - 11:36 pmMBJ Montego Bay Sangster Intl-ORD Chicago O'Hare Intl

9h 42m2 stops Miami Washington, D.C. Reagan-National

5:20 am - 12:53 pmORD Chicago O'Hare Intl-MBJ Montego Bay Sangster Intl

7h 33m2 stops Charlotte Douglas Miami

$451American Airlines

Fri, Sep 25 - Mon, Sep 28

2:57 pm - 1:02 amKIN Kingston Norman Manley-ORD Chicago O'Hare Intl

10h 05m1 stop Panama City Tocumen Intl

3:20 pm - 1:51 pmORD Chicago O'Hare Intl-KIN Kingston Norman Manley

22h 31m1 stop Panama City Tocumen Intl

$806United Airlines

Wed, Sep 23 - Fri, Sep 25

Recent direct flight deals from Jamaica to Illinois

Enter your travel dates to find the best prices.

2:54 pm - 6:20 pmMBJ Montego Bay Sangster Intl-ORD Chicago O'Hare Intl

4h 26mnonstop

8:40 am - 1:48 pmORD Chicago O'Hare Intl-MBJ Montego Bay Sangster Intl

4h 08mnonstop

$311United Airlines

Tue, Nov 3 - Sun, Nov 8

2:54 pm - 6:20 pmMBJ Montego Bay Sangster Intl-ORD Chicago O'Hare Intl

4h 26mnonstop

8:40 am - 1:48 pmORD Chicago O'Hare Intl-MBJ Montego Bay Sangster Intl

4h 08mnonstop

$311United Airlines

Wed, Nov 4 - Mon, Nov 9

2:54 pm - 6:20 pmMBJ Montego Bay Sangster Intl-ORD Chicago O'Hare Intl

4h 26mnonstop

8:40 am - 1:48 pmORD Chicago O'Hare Intl-MBJ Montego Bay Sangster Intl

4h 08mnonstop

$311United Airlines

Wed, Nov 4 - Tue, Nov 10

2:54 pm - 6:20 pmMBJ Montego Bay Sangster Intl-ORD Chicago O'Hare Intl

4h 26mnonstop

8:40 am - 1:48 pmORD Chicago O'Hare Intl-MBJ Montego Bay Sangster Intl

4h 08mnonstop

$311United Airlines

Thu, Nov 5 - Mon, Nov 9

2:54 pm - 6:20 pmMBJ Montego Bay Sangster Intl-ORD Chicago O'Hare Intl

4h 26mnonstop

8:40 am - 1:48 pmORD Chicago O'Hare Intl-MBJ Montego Bay Sangster Intl

4h 08mnonstop

$311United Airlines

Tue, Nov 3 - Tue, Nov 10

2:54 pm - 6:20 pmMBJ Montego Bay Sangster Intl-ORD Chicago O'Hare Intl

4h 26mnonstop

8:40 am - 1:48 pmORD Chicago O'Hare Intl-MBJ Montego Bay Sangster Intl

4h 08mnonstop

$311United Airlines

Wed, Nov 4 - Sun, Nov 8

2:54 pm - 6:20 pmMBJ Montego Bay Sangster Intl-ORD Chicago O'Hare Intl

4h 26mnonstop

8:40 am - 1:48 pmORD Chicago O'Hare Intl-MBJ Montego Bay Sangster Intl

4h 08mnonstop

$311United Airlines

Tue, Nov 3 - Mon, Nov 9

3:56 pm - 7:46 pmMBJ Montego Bay Sangster Intl-ORD Chicago O'Hare Intl

4h 50mnonstop

9:40 am - 2:52 pmORD Chicago O'Hare Intl-MBJ Montego Bay Sangster Intl

4h 12mnonstop

$421American Airlines

Mon, Nov 2 - Mon, Nov 9

3:56 pm - 7:46 pmMBJ Montego Bay Sangster Intl-ORD Chicago O'Hare Intl

4h 50mnonstop

9:37 am - 2:49 pmORD Chicago O'Hare Intl-MBJ Montego Bay Sangster Intl

4h 12mnonstop

$498American Airlines

Thu, Nov 5 - Fri, Nov 27

2:25 pm - 5:35 pmMBJ Montego Bay Sangster Intl-MDW Chicago Midway

4h 10mnonstop

8:05 am - 1:00 pmMDW Chicago Midway-MBJ Montego Bay Sangster Intl

3h 55mnonstop

$529Southwest

Sat, Dec 19 - Sat, Jan 2

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United Airlines flights from Jamaica to Illinois

Our best United Airlines deals on Jamaica to Illinois flight tickets

United Airlines

Nov 3

MBJ2:54 pmMontego Bay Sangster Intl

4h 26m

ORD6:20 pmChicago O'Hare Intl

Nov 10

ORD8:40 amChicago O'Hare Intl

4h 08m

MBJ1:48 pmMontego Bay Sangster Intl

$311

United Airlines

Nov 3

MBJ2:54 pmMontego Bay Sangster Intl

4h 26m

ORD6:20 pmChicago O'Hare Intl

Nov 10

ORD5:00 amChicago O'Hare Intl

8h 14m

1 stop

MBJ2:14 pmMontego Bay Sangster Intl

$316

United Airlines

Nov 1

MBJ2:54 pmMontego Bay Sangster Intl

4h 26m

ORD6:20 pmChicago O'Hare Intl

Nov 8

ORD8:40 amChicago O'Hare Intl

4h 08m

MBJ1:48 pmMontego Bay Sangster Intl

$371

JetBlue flights from Jamaica to Illinois

Our best JetBlue deals on Jamaica to Illinois flight tickets

JetBlue

Nov 3

MBJ1:07 pmMontego Bay Sangster Intl

11h 50m

1 stop

ORD11:57 pmChicago O'Hare Intl

Nov 9

ORD7:00 amChicago O'Hare Intl

6h 57m

1 stop

MBJ2:57 pmMontego Bay Sangster Intl

$322

JetBlue

Nov 3

MBJ1:07 pmMontego Bay Sangster Intl

11h 50m

1 stop

ORD11:57 pmChicago O'Hare Intl

Nov 12

ORD7:00 amChicago O'Hare Intl

6h 57m

1 stop

MBJ2:57 pmMontego Bay Sangster Intl

$327

JetBlue

Nov 3

MBJ1:07 pmMontego Bay Sangster Intl

11h 50m

1 stop

ORD11:57 pmChicago O'Hare Intl

Nov 14

ORD7:00 amChicago O'Hare Intl

6h 57m

1 stop

MBJ2:57 pmMontego Bay Sangster Intl

$328

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

Quickest round-trip

Montego BayChicago

MBJ Montego Bay Sangster Intl - ORD Chicago O'Hare Intl

MBJORD

Montego Bay Sangster Intl

Tue 11/3

2:54 pm-6:20 pm

Nonstop4h 26m

Chicago O'Hare Intl

Sun 11/8

8:40 am-1:48 pm

Nonstop4h 08m

$311

Montego BayChicago

MBJ Montego Bay Sangster Intl - ORD Chicago O'Hare Intl

MBJORD

Montego Bay Sangster Intl

Wed 11/4

2:54 pm-6:20 pm

Nonstop4h 26m

Chicago O'Hare Intl

Mon 11/9

8:40 am-1:48 pm

Nonstop4h 08m

$311

Montego BayChicago

MBJ Montego Bay Sangster Intl - ORD Chicago O'Hare Intl

MBJORD

Montego Bay Sangster Intl

Wed 11/4

2:54 pm-6:20 pm

Nonstop4h 26m

Chicago O'Hare Intl

Tue 11/10

8:40 am-1:48 pm

Nonstop4h 08m

$311

Montego BayChicago

MBJ Montego Bay Sangster Intl - ORD Chicago O'Hare Intl

MBJORD

Montego Bay Sangster Intl

Tue 11/3

1:07 pm-11:57 pm

1 stop11h 50m

Chicago O'Hare Intl

Sun 11/8

7:00 am-2:57 pm

1 stop6h 57m

$322

Montego BayChicago

MBJ Montego Bay Sangster Intl - ORD Chicago O'Hare Intl

MBJORD

Montego Bay Sangster Intl

Thu 11/5

1:07 pm-11:57 pm

1 stop11h 50m

Chicago O'Hare Intl

Sun 11/8

7:00 am-2:57 pm

1 stop6h 57m

$322

Montego BayChicago

MBJ Montego Bay Sangster Intl - ORD Chicago O'Hare Intl

MBJORD

Montego Bay Sangster Intl

Thu 11/5

1:07 pm-11:57 pm

1 stop11h 50m

Chicago O'Hare Intl

Mon 11/9

7:00 am-2:57 pm

1 stop6h 57m

$322

Montego BayChicago

MBJ Montego Bay Sangster Intl - ORD Chicago O'Hare Intl

MBJORD

Montego Bay Sangster Intl

Tue 11/3

3:56 pm-7:46 pm

Nonstop4h 50m

Chicago O'Hare Intl

Wed 11/11

7:20 pm-1:12 pm

1 stop16h 52m

$327

Montego BayChicago

MBJ Montego Bay Sangster Intl - ORD Chicago O'Hare Intl

MBJORD

Montego Bay Sangster Intl

Mon 11/23

6:09 pm-12:47 am

1 stop7h 38m

Chicago O'Hare Intl

Sun 11/29

7:20 pm-12:45 pm

1 stop16h 25m

$332

Montego BayChicago

MBJ Montego Bay Sangster Intl - MDW Chicago Midway

MBJMDW

Montego Bay Sangster Intl

Mon 11/2

4:23 pm-11:47 pm

1 stop8h 24m

Chicago Midway

Mon 11/9

6:16 am-3:08 pm

1 stop7h 52m

$360

Montego BayChicago

MBJ Montego Bay Sangster Intl - MDW Chicago Midway

MBJMDW

Montego Bay Sangster Intl

Sat 10/10

3:48 pm-11:43 pm

1 stop7h 55m

Chicago Midway

Sun 10/18

6:24 am-2:33 pm

1 stop8h 09m

$371

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from Jamaica to Illinois

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

Prices

Airlines

Other information

What is the cheapest month to fly to Illinois?

The cheapest month to fly to Illinois from Jamaica is in December. Flight prices, which tend to average around $300, are often lower during this time because this is during the off-season. If you aren’t able to travel to Illinois during the month of December, then flying in April is also cheap. Prices for this month can be found on momondo for an average of $356.

What is the cheapest day to depart on your flight to Illinois?

The cheapest day to depart from Jamaica to Illinois is on a Thursday when prices can be found for as low as $402. Flights from Jamaica to Illinois on a Monday will generally be more expensive and average around $547. Keep in mind that these prices on both days could fluctuate depending on the season and the demand.

What is the cheapest time of day to depart on your flight to Illinois?

Our most recent data shows that the best time of day to fly to Illinois is at noon. Flights from Jamaica to Illinois during this time can be as low as $457. Flights in the afternoon are often more expensive with an average ticket price of $486.

What is the cheapest Jamaica to Illinois flight route?

Fly from Montego Bay Sangster Intl to Chicago O'Hare Intl for the best Jamaica - Illinois flight prices

What cabin class options are available on Jamaica to Illinois flights?

There are 2 cabin classes available to choose from on Jamaica to Illinois flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Jamaica to Illinois flights?

You could potentially save up to 16% on your flight if you consider stops on a Jamaica to Illinois flight.

Cheap Jamaica to Illinois flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Jamaica to Illinois

Best Price Found	$199
Fastest flight time	4h 10m
Direct flights	Every day
Airports in Illinois	98 airports

The best one-way flight to Illinois from Jamaica in the past 72 hours is $199. The best round-trip flight deal from Jamaica to Illinois found on momondo in the last 72 hours is $311.

The fastest flight from Jamaica to Illinois takes 4h 10m

Direct flights go from Jamaica to Illinois every day.

There are 98 airports in Illinois. From Jamaica there are direct flights to Chicago O'Hare Intl (ORD), Chicago Midway (MDW).

Search flight deals

Frequently asked questions about flying from Jamaica to Illinois

When did momondo last update prices for flights from Jamaica to Illinois?
Prices for flights from Jamaica to Illinois were last updated today.
How many operators does momondo search for flights from Jamaica to Illinois?
There are 3 operators available for flights from Jamaica to Illinois as of September 2026.
How old do you have to be to fly from Jamaica to Illinois?
The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Jamaica to Illinois.
What documentation or ID do you need to fly to Illinois?
The travel and health documents you'll need for your trip to Illinois may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Illinois. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.
What is the most popular plane model from Jamaica to Illinois?
Based on momondo bookings for flights between Jamaica and Illinois, the leading plane model is Boeing 737 MAX 8, making up 32.35% of the total bookings. Other popular models include Boeing 737-800 with 10.29%, Boeing 737 with 10.29%, and Airbus A321-100/200 with 8.82%.

Best airlines flying from Jamaica to Illinois

Compare and see reviews for airlines that fly from Jamaica to Illinois with momondo

Airline	Rating	Free Cancellation	Price
United Airlines	PriceFrom $281	Free Cancellation	Rating 7.4 10,224 reviews	Search United Airlines flights
American Airlines	PriceFrom $281	Free Cancellation	Rating 7.0 12,082 reviews	Search American Airlines flights
JetBlue	PriceFrom $446	Free Cancellation	Rating 7.1 3,036 reviews	Search JetBlue flights

Why use momondo?

Why should I use momondo to find a flight deal from Jamaica to Illinois?

It is quick and easy to find Jamaica to Illinois flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Illinois that suits you.

Can I find flights from Jamaica to Illinois with flexible booking policies on momondo?

momondo does allow users to show only those flights to Illinois from Jamaica which offer a flexible booking policy as well as other useful filters and features.

How can momondo help me find flights from Jamaica to Illinois?

momondo provides multiple filters to help you find the best flight to Illinois from Jamaica. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

I’m not ready to book a flight from Jamaica to Illinois right now. Can momondo alert me if prices change?

If you are not ready to book a flight from Jamaica to Illinois now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Illinois and let you know when they change.